(1S,6R,8R,23S,24S,25S)-16,23-dihydroxy-17-methoxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-11,15(20),16,18-tetraene-13,21-dione

Details

• Internal ID: 8ed2d2f6-2348-4eee-b0a8-a36ea51e587e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1S,6R,8R,23S,24S,25S)-16,23-dihydroxy-17-methoxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-11,15(20),16,18-tetraene-13,21-dione
• InChI: InChI=1S/C23H24N2O7/c1-24-6-5-21-11-3-4-12(30-2)19(28)18(11)25-16(27)7-13-17(20(21)25)22(29,8-14(21)26)23(10-24)15(32-23)9-31-13/h3-4,7,15,17,20,28-29H,5-6,8-10H2,1-2H3/t15-,17+,20+,21-,22+,23-/m1/s1
• InChI Key: LNUMWHDLOYWNQE-UJDBGMORSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄N₂O₇
• Molecular Weight: 440.40 g/mol
• Exact Mass: 440.15835111 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	+	0.5919	59.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6178	61.78%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5901	59.01%
P-glycoprotein inhibitior	-	0.4902	49.02%
P-glycoprotein substrate	+	0.6660	66.60%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7836	78.36%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.9050	90.50%
CYP2C8 inhibition	+	0.5070	50.70%
CYP inhibitory promiscuity	-	0.9721	97.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4954	49.54%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9674	96.74%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6508	65.08%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.5467	54.67%
Estrogen receptor binding	+	0.6607	66.07%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.7443	74.43%
Aromatase binding	+	0.7242	72.42%
PPAR gamma	-	0.5455	54.55%
Honey bee toxicity	-	0.8020	80.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9334	93.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.76%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.19%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.66%	99.23%
CHEMBL4208	P20618	Proteasome component C5	89.50%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.40%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.76%	97.25%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.65%	94.42%
CHEMBL204	P00734	Thrombin	85.05%	96.01%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.17%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.73%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.98%	98.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.89%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.69%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.16%	97.33%

Plants that contains it

• Strychnos icaja

Cross-Links

• PubChem: 162974798
• LOTUS: LTS0178551
• wikiData: Q103787204